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Sissy Training Phone Sex with Artemis

I know what you’re thinking.. “How will a man know how to turn me into a sissy?” Because I’ve done it before, plenty of times, turning and rewiring the brains of big masculine men into hot horny bimbos made for cock and feminine perfection. Just because I’m not feminine, it doesn’t mean that I don’t know how to style your clothes, bras, panties, hair, make-up, and body. I grew up with women only, so I know my stuff. I will not shout at you to put your panties on. You will call me already prepared and ready for me. The more you listen, the closer you go to becoming who you were intended to be. You were always supposed to be here.

You could believe that you know what it means to be a woman. You could have opinions about what is hot and attractive. But, no matter how many pairs of bras and panties you buy or how amazing the shoes are, do you feel like something is missing? That’s because being a truly seductive, lively, and attractive girly girl entails far more than just the accessories. It is an attitude. It is a manner of being. You need to think about it, feel it, and experience it. I can teach you that. Even if this is only between us, it will be more than you could have dreamed. So contact me for some quality sissy training phone sex time. You will be a completely different girl, inside and out.

I know you don’t just fantasize about beautiful outfits and pretty lingerie. You daydream about all the things girls can do. Sleepovers, flirting with attractive men, dropping on your knees and opening your lips. Other, darker desires. So go ahead, call 1 888 8 FREAKY and ask for Artemis to start your sissy training phone sex now.

Feminization Phone Sex with Abby

Many of you reading this have talked to me before and know how much I love sissies and feminization phone sex. This time of year is especially fun for me. It starts with Halloween and getting sissies all dressed up in slutty Halloween outfits, but once that ends, it’s time for a new kind of dress up fun. It’s the holiday season, so I’m looking for a sissy who wants to get all dressed up as Mrs. Claus so she can do naughty things to Santa and all his elves. I just think that it would be SO much fun, don’t you? Of course, we’d find you a slutty Mrs. Claus outfit so you can look the part of the whore that you’ll be. We can even bedazzle some knee pads for you because you’re going to be on your knees a lot. I mean, after all, Santa does have a lot of elves.

But before you get to do all of that, we have to get you all prettied up. Mrs. Claus has grey hair, so we’ll get you a nice wig to go under your hat. And your hat should probably match your sparkly knee pads, don’t you think? I think you should definitely be wearing red lipstick, obviously. And since I’m such a nice person, I’m going to get you some of the hottest Santa guys you’ve ever seen in your life. Oh, and of course they are going to have huge dicks. I know that’s what sissy whores like you are into, right? You’ll have plenty for all of your holes – mouth, pussy, and your hands. So what are you waiting for? Get on the phone and give me a call for the naughtiest holiday inspired feminization phone sex call ever. My number is 1 888 8 FREAKY and ask to talk to Abby.

Sissy Training Phone Sex with Toni

My name is Toni and I’m the perfect girl to call for sissy training phone sex. I’m not a sissy, but I know what it takes to feminize you. You are going to look absolutely perfect when I’m finished with you. Do you know what makeup to buy? And once you have it, will you know how to put it on? I would love to help you learn all of that. I can help you pick out razors that will minimize razor burn. That’s something you’re really going to need to be aware of, trust me. You don’t want bumps on your bikini line – it’ll totally ruin the look of the sexy lingerie you put on. You’ll also love the feel of stockings on your bare, clean shaven legs. It feels so good and men always seem to be a big fan of that, too. I can’t really say that I blame them.

One big reason I’m perfect for sissy training phone sex is that I have a cock for you to practice sucking. We don’t have to go out and find someone. I’ll get all dressed up with you and then push you down onto your knees and slap my throbbing cock on your face. I’ll give you the instructions when we’re on the phone. I’ll also be more than happy to tell you about how I’d take your virginity when I fuck your sissy cunt. Are you ready to go on a feminization journey with me? I can’t wait to teach you all the tips and tricks – there’s so much for you to learn. When you’re finally ready to be feminized, grab your phone and give me a call. I’m always here for you. Just dial 1 888 8 FREAKY and tell the dispatcher you’d like to talk to Toni for sissy training.

Sissy Phone Sex with Valerie

Awww. Look at that itty bitty little thing you are always trying to pass off as a dick. Honey, it’s nothing more than an oversized clit, so please stop trying to convince people that it’s anything to be proud of. If I were you, I would be hiding it. You know, like in a pair of panties. Then you could be on the phone calling me for a hot sissy phone sex session. I think that as soon as you slide a pair of panties on, if you haven’t already, you’re going to feel complete for the first time in your life. You’re going to know that you were made to be nothing more than a sissy. There will be no need to adjust and accept who you are. You’re finally going to understand who you’ve been your entire life, but now you’re going to feel free to explore all of those kinky things.

And one of the things you are likely going to want to explore is cock. Not yours. We’ve already established that you don’t have one. You’re going to get so curious about big fat cocks that you’re going to be begging me to help you find one to suck. But you really need to beware because you’re going to get addicted to sucking cock. You will wake up in the middle of the night thinking about dick and where you are going to be getting your next fix. Soon, sucking it won’t even be enough, and you will be bent over and backed up to the glory hole so you can get your horny sissy cunt filled up with dick. Are you ready to talk about your sissy phone sex journey? Get on the phone and make sure you ask for Valerie when you dial 1 888 8 FREAKY.

Panty Sniffing Phone Sex with Samantha

When my brother told me he was going to be bringing one of his college buddies home for the weekend, I had no idea it would end up being a scenario that would be perfect for a panty sniffing phone sex call. My brother’s girlfriend still lives in the area, so he went out with her for the evening. I had a date that ended abruptly because I just could not deal with his stupidity any longer. I guess my brother’s friend didn’t hear me coming in because when I walked into my bedroom, he was sitting on the bed wearing a pair of my panties while sniffing another pair. I was shocked, but I immediately knew it was going to be a really good night. I formed a plan to take out all of my frustration about my date on this 18 year old. He clearly wanted some fun.

He scrambled and fumbled his words while trying to come up with a plausible excuse as to why he’d be wearing and sniffing my panties. He told me finally that he loved women, but he also loved wearing panties and had some other fantasies. I asked him if one of those fantasies happened to include being fucked in the ass by a fat strap on cock. He tried to say no, but the look in his eye was one of pure excitement. I walked over to my drawer and opened it and pulled out my strap on. He immediately got onto my bed on all fours and begged me to give him what he deserved. Do you want to hear how everything played out? All you have to do is call me for panty sniffing phone sex with a side of strap on at 1 888 8 FREAKY and ask to talk to Samantha.

Sissy Phone Sex with Abby

I’m a long time lover of sissy phone sex. When I first started doing this, a sissy was my very first caller and I have loved them ever since. Have you always wondered what it would be like to start your sissy journey? You can go at it alone, or you can call up a sissy expert. I have heard pretty much everything a sissy can throw at me, so I know I’m going to be able to help train you to be the best sissy your area of the world has ever seen. All I ask is that you call me up with a willing spirit and don’t try to tell me no when I’m telling you what is best for you. I mean, who is the sissy expert – me or you? And I know every sissy is different, so your training will be personalized to your specific needs.

What kind of a sissy to you think you’ll be? Maybe you’re the kind who just gets all dressed up, prances around the house, and then masturbates through your panties. Maybe after you cum, you’re done with it. It’s just a part time thing for you and that’s totally okay. But I also really love lifestyle sissies who want to live as a sissy as much as possible. And that means that sometimes, you’re going to get down on your knees and suck a fat cock. Or maybe you will bend over and get your pussy pounded. Either way, you’re going to have fun and you’re going to love sissy phone sex with me. I’m ready to take you on a wild sissy training feminzation ride. Just grab your phone right now and dial 1 888 8 FREAKY and ask to talk to Abby for the best sissy fun of your whole life!

Sissy Training Phone Sex with Trixi

What do you look like and act like and sound like? An ordinary run of the mill man? A businessman with a coat and tie? A more casual sort of man usually wearing a T-shirt and blue jeans? Or could you even be a macho type? I bet you could be! You could be so macho your friends think your like Elliot Stabler on Law & Order SVU or Tom Cruise or that you hearken back to Clint Eastwood or Chuck Connors. But even if you are as masculine as John Wayne, there is a part of you that fantasizes enjoying the wriggling and jiggling and privileged femininity of a Marilyn Monroe! You want to be trained to go from a man, whether run of the mill regular or classically masculine, to super duper sissified. And that is why you call up an experienced and dominant and bossy lady like Trixi for sissy training phone sex! I will tell you to sissy up that walk, boy, turn it into the proper sashay of a girlish boy, and to flick your wrist in a feminine manner.

I will order you to apply your lipstick carefully as well as that blusher that gives you that feminine appearance. I will tell you to shave extra close and then go heavy with the face powder so no one will detect that tell a tale shadow of a beard. I will order you to drape a scarf around your neck to cover up that Adam’s apple. And while we are are doing sissy training phone sex, I will expect to hear your voice become ever higher in pitch and acquire a nice breathy quality that tells me your feminine side is coming out of you. I will do a better job than RuPaul ever could of making a superb and complete sissy out of you in a sissy training phone sex session and I know that you will be grateful to me for helping you to be reborn as a true womanly woman. You will sing the song “I Enjoy Being A Girl” and you will mean every word of it after a sissy training phone sex session with Trixi! Call me and I will change you!

Sissy Training Phone Sex with Remy

When it comes to sissy training phone sex, only the best will do—and you know exactly who that is. Me. I’m not here to play games unless I’m the one making the rules, and baby, you’re already on your knees in my mind, and quite soon that will be literal. You want to be transformed, teased, and totally owned? Then you’ve come to the right woman. I’ll have you slip into something a little more appropriate—lacy lingerie, stockings that hug those thighs, sky-high heels that make your legs look feminine AF. And when you’re dressed just the way I like, I’ll have you stand center stage and spin for me. Slowly. I want to see every inch of my pretty little pet. You’re not just doing this for me either—I might have a few guests watching, so you’d better put on a show worth remembering.
Arch that back. Show off that perfect little ass. Feel the sting of my discipline as I leave you warm, marked, and obedient. You’ll beg for more, and I’ll make you admit exactly what you want. No hiding. No pretending. Just you, surrendering completely as I take full control of your pleasure—and your place.

I’ll take my time breaking you in, pushing your limits until you’re moaning my name and doing exactly as you’re told. You’ll serve, you’ll please, and you’ll learn your place. And if you’re a very good bitch? Perhaps I’ll let you experience what absolute obedience brings. This isn’t just phone play—it’s your initiation into proper submission. So the only question is: are you ready to give in? Because that eager, needy little sissy inside you is dying to come out and I am going to make that sissy the best she can be. So call me now at 1 888 8 FREAKY for sissy training phone sex and ask for Remy. And I do not like to be kept waiting.

Sissy Training Phone Sex with Lydia

You got caught. I see you looking right at me, looking me up and down, taking everything in your sight. I suspect you aren’t just lusting after me, but you are also lusting after my look. You are staring at my sexy outfit, my daringly high heels, and you’re trying to figure out if you would do your hair differently. You’re a man obsessed with the idea of dressing like a woman, and there’s no one better for sissy training phone sex than a super hot shemale like me. Don’t worry, hon – I am here for you.

I can help you find your best sissy self. Just looking at you, I know that the sluttier you dress, the better you are going to look. I’ll teach you how to walk in the sluttiest heels that you can find in your size, and I will also teach you how to match your makeup to your skin so you can properly cover up your man stubble. Most importantly, I’ll teach you how to take my hard cock in all your little fuck holes so you can be the dirtiest little fuck slut around. That’s why you call a shemale for sissy training phone sex. I’m the best all-in-one feminization mentor a beta can find.

So, take those ugly boy clothes off, put on something stunning, slutty, and sexy, and top it off with a lot of “fuck me” red lipstick and a long wig in whatever color your inner slut wants to wear. Pop a thick butt plug in your sissy cunt, step into those street walking shoes, and give Lydia a call. Just dial 1 888 8 FREAKY just about any time so you and your clit can enjoy a hot and heavy dose of sissy training phone sex. You won’t ever regret it!

Sissy Training Phone Sex with Abby

Have you been on the lookout for the perfect woman to guide you through the sissy training phone sex process? My name is Abby and I’ve been training sissies for a while now. My very first phone sex call was from a sissy, and it quickly became my favorite kind of call. The first thing I need to know when you call me is how far into your sissy training journey you are. Have you only gone as far as thinking about slipping into a pair of panties while you’re touching your clitty? Or did you go out and buy a pair already? I want to hear every single detail, so I’ll know where I need to start with you. And don’t worry – I’m not going to be mad at you if you haven’t bought a pair of panties yet. I will be if I tell you to and you don’t have a pair the next time you call me, though.

You have to be willing to submit to everything I tell you to do when you call me for sissy training phone sex. You might think you know best, but you don’t. I’m the one with several years of experience when it comes to training wannabe sissies. You have to put your trust in me, and I will help transform you into a slutty, sexy sissy unlike anything you’d ever imagined you could be. You’ll be the talk of the town. And beware – all the men in town are going to want to fuck you when they see you. Doesn’t that sound just divine? I’m here, ready and waiting to feminize you from head to toe. Are you ready to start your journey? Just grab the phone and give me a call right now. Dial 1 888 8 FREAKY and ask to talk to Abby.